DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester

Base Information

• Chemical Name: DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester
• CAS No.: 213547-51-4
• Molecular Formula: C₃₁H₃₉NO₆
• Molecular Weight: 522.643

Synonyms:DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester

Chemical Property of DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester

Chemical Property:

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Technology Process of DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester

There total 4 articles about DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 37.9%

6-((1E,3E)-3,5-Dimethyl-hepta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxin-4-one (213547-31-0) + DL-(1-13C)-N-(2,4-dimethoxybenzyl)phenylalanine methyl ester (213547-44-5) → DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester (213547-51-4)

Guidance literature:

With pyridinium p-toluenesulfonate; In toluene; at 110 ℃; for 3h;

DOI:10.1016/S0040-4020(98)00557-2

Reference yield:

(+/-)-2,4-dimethylhex-2-enal (68799-24-6) → DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester (213547-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 42.5 percent / LiHMDS / tetrahydrofuran / -78 - 20 °C

2: 37.9 percent / PPTS / toluene / 3 h / 110 °C

With pyridinium p-toluenesulfonate; lithium hexamethyldisilazane; In tetrahydrofuran; toluene;

DOI:10.1016/S0040-4020(98)00557-2

Reference yield:

2,4-Dimethoxybenzaldehyde (613-45-6) → DL-[1-13C]-N-(2,4-dimethoxybenzyl)-N-(E,E-3-oxo-6,8-dimethyldeca-4,6-dienoyl)phenylalanine methyl ester (213547-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) HCl, 2.) NaBH₃CN / 1.) MeOH, 20 deg C, 30 min, 2.) MeOH, 16 h

2: 37.9 percent / PPTS / toluene / 3 h / 110 °C

With hydrogenchloride; pyridinium p-toluenesulfonate; sodium cyanoborohydride; In toluene;

DOI:10.1016/S0040-4020(98)00557-2

upstream raw materials:

6-((1E,3E)-3,5-Dimethyl-hepta-1,3-dienyl)-2,2-dimethyl-[1,3]dioxin-4-one

DL-(1-13C)-N-(2,4-dimethoxybenzyl)phenylalanine methyl ester

(+/-)-2,4-dimethylhex-2-enal

2,4-Dimethoxybenzaldehyde

Downstream raw materials:

5-DL-[4-13C]-N-(2,4-dimethoxybenzyl)-3-(E,E-4,6-dimethylocta-2,4-dienoyl)-5-benzyl-2,4-dioxopyrrolidine

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